Vacation rentals in Downtown St. Petersburg

Historic Old North East Charmer

Be in the heart of it all when you stay at this 2/2 rental in downtown St. Pete.This beautiful 1920's home, completely remodeled in 2021, sits within walking distance to the finest dining, bars, shops and concert venues in downtown. Beaches to parks, galleries, and museums, this location is perfect. Relax on the front porch with views of the St. Pete skyline.Modern amenities include cozy living spaces & outdoor comforts.Very clean, new furniture.Fully equipped kitchen.20 minute drive to beaches

Apartment in St. Petersburg

Upstairs apt. Great location less than 10 min to busy downtown St. Petersburg, Spa Beach and the St. Petersburg Pier. Walk to major restaurants, Starbucks, & Sunken Gardens. Less than 30 min. to the white sand island beaches & Tampa Airport. Large patio with gas grill. Separate kitchen. Encl. sitting porch. Queen bed, washer and dryer on premises. Beach chairs and towels. Lots of linens & kitchen supplies for long or short-term stay. Clean and comfortable. Owner on premises. No Smoking No pets.

Treetop Retreat in Old NE

Great Location! The Treetop retreat is walking distance to our vibrant downtown St Petersburg. It’s a three minute walk to the Vinoy and there is a large amount of amazing restaurants, bistros, museums, galleries, waterfront parks, trails. These are all walking and/or biking distance. We have a huge arts and culture scene, we are also a ‘foodie’ town and are becoming known for our craft beer. It's a 5 minute drive to Tropicana for baseball & 15 minutes to the Gulf of Mexico, St Pete beach.

Contemporary Family Cottage

Your family can explore all that St. Pete has to offer when you stay at this centrally-located home. With parks, restaurants, shops, the St. Pete Pier, downtown and the Bay all an easy walk away, this location is ideal. The home is one of few in Historic Uptown with its own driveway, which also makes this location perfect to jump on the highway and be at the best beaches in 15 minutes or less! If you do not have a car, just down the block is Round Lake, with a bike and scooter rental hub.

Boutique Stay Near the Bay | Walk to Downtown.

Feel both transported and perfectly at home. The Barefoot House is your serene escape in the heart of Historic Old Northeast — where charm, comfort, and culture meet. Tucked away in a quiet alley, this thoughtfully designed retreat is just blocks from St. Pete’s stunning waterfront parks and a 5-minute stroll to downtown’s vibrant mix of restaurants, cafés, bars, museums, and art galleries. Guests love our blend of calming details & walkable access to everything St. Pete has to offer.

Historic Old Northeast Get A Way

Carriage house converted to cozy updated 1 bedroom plus separate den/office above garage apartment in historic Old Northeast. The den/office has a new queen Murphy bed which will allow a second private sleeping space. Two blocks walking distance to Vinoy Waterfront Park and downtown St Pete. Twenty minute car ride to the beautiful Gulf Beaches or downtown Tampa. Great weekend get-a-way or longer term rental. Parking is available on the street with a parking permit which we provide.

Modern Retreat w/ Patio Near Downtown

🌴 Top-floor condo near Crescent Lake + 5 min to downtown Stay in a bright, stylish 2BR retreat just minutes from downtown St. Pete. Enjoy peaceful lake views from your private patio, with Crescent Lake Park steps away and Beach Drive, dining, and nightlife close by. ✔ King bed + high-end finishes ✔ Private patio with lake views ✔ Fast WiFi + smart TVs ✔ Free parking + pet-friendly Relax in a quiet, elevated space—close to everything, but away from the noise.

Prime Downtown St. Pete 1/1 walk to everything!

Retro coastal charm in the heart of St. Pete! This adorable 1950s apartment blends vintage character with an unbeatable location where Old Northeast meets downtown. Enjoy original terrazzo floors, funky yellow retro bathroom tile, and breezy jalousie windows perfect for catching the bay air just 2 blocks away. Steps from the Vinoy, Beach Drive, the Pier, waterfront parks, restaurants, coffee shops, and everything downtown St. Pete has to offer.

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Escape to the Sunshine Cottage

Escape to Sunshine Cottage, a charming 100‑year‑old Florida Cracker cottage in the heart of St. Petersburg. Perfect for couples, solo travelers, and anyone who wants a cozy historic stay with modern comforts. Walk to downtown restaurants, craft coffee spots, parks, galleries, and nightlife — all within a few blocks. This bright and cheerful hideaway blends vintage character with laid‑back Florida sunshine.

Lux Mid-Century Downtown Courtyard+Parking

Private Mid-Century Palm Springs-inspired duplex in downtown St. Petersburg, just a short walk to everything! Featuring one-of-a-kind mid-century modern architecture, a spacious family room, luxurious king bedroom, full kitchen, laundry, and stylish bathroom. Private, fully fenced courtyard with secure parking. Relax in this safe, modern getaway with mid-century vibes and all the comforts of home!

Beachy 1BDRM w/ King Bed | Downtown St. Pete

Come experience St. Pete in this stylish apartment, just a few blocks from downtown. We have everything you need for a short/long stay. Designed with a beach cottage feel in an urban setting giving you the best of both worlds. The location is unbeatable! Very walkable anywhere downtown + if you prefer scenic views, Vinoy park is just a couple blocks away. Happy to answer any questions!